$729,913Average Value$373Average Price per Sq Ft28Homes For Sale
Serene residential area in Guilford with various homes nestled among lush greenery.
A place with something for everyone
Guilford is a coastal Connecticut town that, at first glance, resembles a small town reminiscent of a 1960s-era television show. With its quaint and historic downtown sector lined with quaint local retailers, the 12-acre Guilford Town Green that is the site of various performances throughout the year and the quiet, tree-lined streets, Guilford provides an almost country feeling, like something out of a brochure for a New England bed-and-breakfast. But look a little closer and it’s also a vibrant, cosmopolitan town with a bevy of amenities, superb schools and beautiful homes, not to mention the fact that Guilford abuts Long Island Sound on its southern border, affording residents easy access to the beach and the ocean beyond. “People come here because they want waterfront and seclusion,” says local Realtor Karen Stephens of Compass, who has been representing transactions in the area for more than 20 years. “And the properties are quite amazing.” It’s that combination of qualities that leads Guilford First Selectman Matthew Hoey to describe Guilford as “a place with something for everyone.”
Out and about in Guilford
Because of its proximity to Long Island Sound, Guilford is a haven for lovers of the sea. Mariners can keep their vessels at the Guilford Marina, and members of the Guilford Yacht Club can access both slips and moorings, as well as the club’s tennis, dining and other social facilities. Jacob’s Beach is a 25-acre coastline retreat on the Sound, where kids can play on the playground and visitors of all ages can enjoy the open, sandy beach and grassy space perfect for sunbathing or a picnic. Further inland is Lake Quonnipaug, a prime spot for catching a variety of freshwater species, and also a perfect spot for swimming or relaxing on the lakeside beach. Hikers head to Timberland Preserve, a 600-acre expanse with more than 15 miles of trails, and golfers can tee off at the nine-hole Guilford Lakes Golf Course.
The centrally located Guilford Town Green is a favorite community gathering spot, serving as the site of a summer concert series, the town’s annual Halloween and holiday tree-lighting festivals, the GreenStage Guilford Live music festival and a variety of other programs throughout the year. “People come from all around for these events,” says Stephens. And don’t be too surprised if exotic animals suddenly appear on the Green, as a local anonymous artist periodically places two-dimensional (although quite lifelike) replicas of polar bears, penguins and other Arctic-dwelling animals on the Green to celebrate the season’s first snowfall. After residents have had a chance to see the art installation, the animals are auctioned off to benefit Meals and Wheels.
Serene beachside park located at Jacob's Beach in Guilford overlooking a tranquil sandy beach.
Bittner Park in Guilford features calm areas to host picnics with the family.
Serene landscape of Guilford showcasing a tranquil marsh with golden tall grass.
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Top-rated schools
The Guilford Public Schools district earns an overall grade of A from Niche, and the area’s exceptional schools include A. W. Cox Elementary, Adams Middle and Guilford High School, all of which earn an A from Niche. Students at Guilford High School have the opportunity to participate with more than 35 school-sponsored clubs, can audition for the school’s award-winning theater program and have the opportunity to play more than 15 varsity-level sports. There are also several renowned private schools in the area, including nearby Choate Rosemary Hall, ranked as the best private school in the state by Niche, which gives it an A-plus rating.
Guilford Lakes School is conveniently located on Maupas Road.
Students are proud to call Guilford High School their place for learning.
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From 18th century colonials to modern homes
Guilford has the distinction of being home to one of the largest collections of historic homes in New England, including the 1693 Henry Whitfield House, that today serves as a museum. The Whitfield House is the oldest house in Connecticut and the oldest stone dwelling built by North American settlers. And while buyers will find homes here for sale that were built as far back as the 18th century, there are plenty of options for those who prefer new construction, too. The median price in the area is $590,000, and buyers should expect to pay an average of $341 per square foot. A two-bedroom/two-bathroom ranch-style home in need of some TLC can sell for as low as $200,000, and prices can go up to nearly $6 million for a four-bedroom/three-bathroom colonial on a private waterfront peninsula with a private beach.
Picturesque Colonial style home in Guilford with a vibrant blue door and a cozy porch.
Two story home in Guilford with a neat driveway and a calm street in the foreground.
Modern home in Guilford with a manicured lawn and a calm ambiance in the background.
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Plentiful options for shopping and dining
With Big Y located in the center of town, residents don’t have to drive far for grocery shopping trips, and Bishop’s Orchards offers the opportunity for visitors to pick their own fruit in-season, typically from June through October. Walmart is located next to Big Y for any home necessities. Downtown Guilford has an array of local boutiques and shopping opportunities, and the Connecticut Post Mall – the largest mall in the state – is located in Milford, just over 20 miles away.
When dining out, Guilford Mooring is a popular destination for fresh seafood served in a waterfront setting. For a little more upscale occasion, Chapter One is well-known for exceptional service and a wide-ranging menu featuring burgers, steaks and seafood, as well as vegetarian and vegan options. And for a little grab-and-go, Cinco de Mayo Food Truck located at the north end of Guilford Town Green prepares well-known Mexican favorites for a relaxing lunch in the park.
Residents of Guilford enjoy strolling on vibrant streets featuring quaint local businesses.
Lobster Pound in Guilford is known for their incredible Hot Lobster Roll.
Charming town of Guilford as pedestrians stroll past boutique storefronts.
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Getting out of town
Commuters here have easy access to Interstate 95, which bisects the middle of Guilford, make the 16-mile trip to New Haven. Alternatively, the CTrail Shore Line East train leaves from the Guilford Station, with service to New Haven taking about 20 minutes, where riders can connect to trains going south to New York City or north to Boston.
Guilford Train Station offers residents direct access to neighboring towns and cities.
Guilford Train Station provides easy commuting for residents into New Haven.
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Photography Contributed By
Fabio Riso
Video By
Matthew Bloch
Interested in learning more about homes in this area?
Reach out to
Angela Araujo,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Guilford, CT sell after 66 days on the market compared to the national average of 53 days. The median sale price for homes in Guilford, CT over the last 12 months is $630,375, up 5% from the median home sale price over the previous 12 months.
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant
Welcome to Guilford's newest luxury community, Village on State. This development features 25 -2 bedroom townhomes each having over 2000 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows,metal roof accents,and decorative stone. Interior finishes are above and
Beautifully rebuilt circa 1900 farmhouse offering the perfect blend of character and modern convenience. This light-filled home features an open floor plan with 9' ceilings, central air, bamboo flooring, and updated lighting throughout. A large covered front porch welcomes you into the living and dining area, seamlessly connected to the kitchen. The kitchen provides a center island with farm
Sitting on a 1.45 acre lot within a quiet cul-de-sac in the sought-after Lantern Hill neighborhood, this 4-bedroom, 2 1/2 bath Colonial offers warm and inviting spaces designed for both relaxed living and memorable gatherings. A front entry foyer welcomes you and leads to living and dining rooms, eat-in kitchen and fabulous family room with hardwood floors, a brick fireplace, built-ins, and a
New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.
Introducing the Dalton! 14 Village Circle is located at Guilford's newest luxury community, Village on State. 14 Village Circle is an end unit and construction is well under way! This model features 2,625 square feet of beautiful living space. The main floor is open concept with a large great room and dining room and kitchen, which is perfect for entertaining. On the upper level you will find the
One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the
Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford
The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on
EVERYTHING ON YOUR WISH LIST IS HERE! Beautifully remodeled from top to bottom with taste and style. Thoughtfully designed with high end features. A large first floor Primary Bedroom offers a gorgeous walk-in shower. Ample storage. The Dining room boasts Plantation blinds and brand new sliders to an oversize deck with serene views of the gardens and woods. Watch the sunset while you escape from
This single-level ranch home offers the ease and convenience of true one-floor living, perfect for today's lifestyle. Rebuilt to the studs in 2008, everything was replaced-including the roof, siding, windows, electric, plumbing, insulation, kitchen, and baths-giving you the benefits of a newer home with timeless style. Equipped with solar panels for enhanced energy efficiency and reduced utility
Well maintained and recently renovated antique colonial just steps from the charming Guilford Green, with easy access to bus and train lines and a 20-minute drive to Yale and New Haven. Walk to local elementary school, shops, library, houses of worship, parks, and the town marina and beach. The home features a spacious kitchen with a vaulted ceiling, large skylights, and new appliances, a newly
Recently converted from one family to two family. New kitchen, appliances, paint, and flooring. Includes a stack washer/ dryer. Walk to Town! Includes heat and water! Two bedroom. Second floor.
Property Id: 2312581Experience impeccable craftsmanship in our elegant village of luxury apartments. The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Blending country soul with a contemporary edge.Beautiful views abound in our outstanding modern, one bedroom apartment that features a beautiful spacious bedroom, ample
Live in the heart of downtown Guilford! This spacious 3-bedroom, 1-bath apartment sits directly across from the iconic Guilford Green, offering unbeatable walkability to shops, restaurants, cafes, and town amenities. The unit features updated finishes, central air, and the convenience of in-unit washer and dryer. Enjoy private off-street parking and low-maintenance living with cold water, sewer,
Luxurious Modern Farmhouse Style 1 Bedroom ApartmentExperience impeccable craftsmanship in our elegant village of luxury apartments bordering a land preserve. The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Blending country soul with a contemporary edge.Beautiful views abound in our outstanding brand new, never
Don't miss your chance to live in this brand new 2-bedroom, 1-bath apartment w/ private garage, perfectly situated near the heart of downtown Guilford. Be the first to enjoy this beautiful residence offering the best of in-town living-just steps from the Guilford Green, local shops, restaurants, seasonal festivals, and the train station. A commuter's dream with quick access to I-95 and the train.
A FULLY FURNISHED, SHORT TERM RENTAL, 103C Boston Street is a FULLY FURNISHED light-filled townhouse, in the historic Guilford Elementary School building, with large windows & 12 ft ceilings. Bespoke furnishings, and high quality kitchen equipment, all within walking distance of the Guilford Green. AVAILABLE 1.15.2026 for a term of 4-6 Months. Very close to the shops, library, restaurants and
Jake WymanWilliam Raveis Real Estate
$1,900 per month
2 Beds
1.5 Baths
1,000 Sq Ft
Newly renovated two bedroom one and a half bath townhome
Discover this stunning two-bedroom, one-bathroom rental in a prime downtown location, steps from shops, restaurants, and everything downtown has to offer. Perched on the second floor above a quiet office, this unit provides a rare combination of convenience and privacy, with two parking spaces and no surrounding noise to interrupt your peace. Step inside to find a bright, open floor plan with
Don't miss your chance to live in this fully remodeled 2-bedroom, 1-bathroom unit, perfectly situated in the heart of downtown Guilford! This stunning home boasts brand new hardwood floors, new windows, and a modern kitchen featuring brand-new stainless steel appliances, granite countertops, new cabinets and great pantry space. The spacious living room boasts an open floor plan to the kitchen,
ANNUAL RENTAL - FURNISHED OR UNFURNISHED WATERFRONT HOME. Come and enjoy year round this classic New England waterfront home located in coveted Sachems Head with room for everyone- especially your four legged family members. This wonderful home offers a lifestyle for your whole family to enjoy. There are water views from most every room as well as beautiful outdoor spaces to sit and enjoy the
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